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Search results; Over 1,000 homes in Great Barrington

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Guest favourite
Home in Great Barrington
Renovated Downtown Great Barrington House
3 bedrooms, 4 beds, 2 private bathrooms
12–17 Sept
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4.99 out of 5 average rating, 76 reviews
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Flat in Great Barrington
King Bed, Wi-Fi, 2m Ski Resort
1 king bed
13–18 Sept
4.96 out of 5 average rating, 196 reviews
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Home in Sheffield
Belle Meade
2 bedrooms, 2 beds
11–16 Nov
4.99 out of 5 average rating, 133 reviews
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Chalet in Great Barrington
Berkshire "Zen" Cottage
3 bedrooms, 4 beds
13–18 Sept
4.95 out of 5 average rating, 87 reviews
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Flat in Great Barrington
King Bed |Wi-Fi| 2m to Ski Resort
1 king bed
4–9 Oct
4.92 out of 5 average rating, 218 reviews
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Superhost
Home in Great Barrington
Pristine 3 Bedroom, Walk-to Gt Barrington Center!
3 bedrooms, 4 beds
7–12 Sept
4.87 out of 5 average rating, 23 reviews
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Home in Great Barrington
Modern Victorian- Walk to Town
4 bedrooms, 7 beds
14–19 Sept
4.97 out of 5 average rating, 142 reviews
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Home in Great Barrington
Berkshires Family Oasis with Hot Tub, Patio, Gym
4 bedrooms, 7 beds
7–12 Sept
4.98 out of 5 average rating, 50 reviews
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Home in Great Barrington
Fall Foliage @ The Barrington House: GB
5 bedrooms, 6 beds
13–18 Sept
5.0 out of 5 average rating, 16 reviews
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Bungalow in Egremont
3-bedroom Berkshire bungalow on 2.5 peaceful acres
3 bedrooms, 5 beds
13–18 Sept
4.99 out of 5 average rating, 138 reviews
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Guest suite in Great Barrington
Hillside Haven
1 bedroom, 2 beds
7–12 Sept
4.99 out of 5 average rating, 137 reviews
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Guest house in Great Barrington
Berkshires Guest Barn
2 bedrooms, 5 beds
9–14 Sept
4.95 out of 5 average rating, 37 reviews
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Home in Great Barrington
Walt's Townhouse - Berkshire living at its best
3 bedrooms, 3 beds
29 Oct – 3 Nov
5.0 out of 5 average rating, 86 reviews
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Home in Great Barrington
Seekonk Hill
2 bedrooms, 2 queen beds
26–31 Oct
4.98 out of 5 average rating, 45 reviews
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Home in Great Barrington
Close to Butternut Ski with Views & Cozy Fireplace
3 bedrooms, 5 beds
8–13 Sept
5.0 out of 5 average rating, 39 reviews
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Home in Lee
Berkshire Mountain retreat with Urban eco-luxuries
3 bedrooms, 4 beds
7–12 Sept
4.99 out of 5 average rating, 317 reviews
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Home in Great Barrington
Country Castle-Complete privacy-minutes from town
6 bedrooms, 8 beds
27 Sept – 2 Oct
4.97 out of 5 average rating, 65 reviews
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Home in Great Barrington
Prime location for the best of the Berkshires
2 bedrooms, 2 queen beds
9–14 Sept
4.97 out of 5 average rating, 138 reviews
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Home in Great Barrington
A Berkshires Abode - Minutes to Ski & Downtown GB!
3 bedrooms, 4 beds
1–6 Sept
4.97 out of 5 average rating, 30 reviews